Ligand profile

CHEMBL182414

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2065 — cysteine--tRNA ligase

Via homolog UniProt Q8NY00 Formula C₂₀H₂₂Br₂N₄O₂
pchembl 8.01 ~9.8 nM
Mol. weight 510.23 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL182414
UniProt (similar protein)
Q8NY00
pchembl
8.010 (~9.8 nM)
Target protein
VK055_2065

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 510.23 Da
LogP (Crippen) 4.85
H-bond donors 3
H-bond acceptors 6
TPSA 79.30 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 28
Fraction sp³ C 0.30
Formula C₂₀H₂₂Br₂N₄O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 79.3
  • −1 ≤ LogP ≤ 5 4.85
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 510.2
  • LogP ≤ 5 4.85
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 79.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1c(Br)cc(Br)cc1CNCCCNc1nc(O)c2ccccc2n1
InChI 
InChI=1S/C20H22Br2N4O2/c1-2-28-18-13(10-14(21)11-16(18)22)12-23-8-5-9-24-20-25-17-7-4-3-6-15(17)19(27)26-20/h3-4,6-7,10-11,23H,2,5,8-9,12H2,1H3,(H2,24,25,26,27)
InChIKey 
BXULCERCCBVXLY-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF09334

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2065.

PDB 1

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 27

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)